Hydrogen Bromide → HCID 178419266, compound

HRID 1965864Notes

Reaction equation

HRID 1965864 reaction equation
C[O:2][C:3]1[N:8]=[C:7]2[S:9][C:10]([NH2:12])=[N:11][C:6]2=[CH:5][CH:4]=1.[BrH:13]>O.C(O)(=O)C>[BrH:13].[BrH:13].[NH2:12][C:10]1[S:9][C:7]2[C:6]([N:11]=1)=[CH:5][CH:4]=[C:3]([OH:2])[N:8]=2

Participants

5

Reactant 2

HCID 260Hydrogen Bromide2×HCID 28015575-Methoxy[1,3]thiazolo[5,4-b]pyridin-2-amine

Product 1

HCID 178419266HCID 178419266, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

5-Methoxythiazolo[5,4-b]pyridin-2-amine (9, 1.0 g, 5.5 mmol) was hydrolyzed with mixture of 48% HBr in water and 45% HBr in acetic acid (4 ml, 1:1) at 135° C. in a pressure bottle for 2 h. The white dihydrobromide salt 10 was filtered and washed with diethyl ether, dried in vacuo 1.7 g (92%). 1H NMR (DMSO-d6): δ 7.64 (1H, m), 6.64 (1H, m); MS: 168 (M+H+).

Workup

  1. filtrationThe white dihydrobromide salt 10 was filtered
  2. washwashed with diethyl ether
  3. customdried in vacuo 1.7 g (92%)

Sources & evidence

ORD record
ord-0ea6ae3da6e94c37a5cc0da7286df335
Source dataset
uspto-grants-2013_04
Patent number
US08420052B2

Reaction notes

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